DE2365854C2 - Katalysator für biochemische Umsetzungen - Google Patents
Katalysator für biochemische UmsetzungenInfo
- Publication number
- DE2365854C2 DE2365854C2 DE2365854A DE2365854A DE2365854C2 DE 2365854 C2 DE2365854 C2 DE 2365854C2 DE 2365854 A DE2365854 A DE 2365854A DE 2365854 A DE2365854 A DE 2365854A DE 2365854 C2 DE2365854 C2 DE 2365854C2
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- isocyanate
- water
- functionality
- component
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000003054 catalyst Substances 0.000 title claims description 15
- 238000006243 chemical reaction Methods 0.000 title description 62
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- 229910001868 water Inorganic materials 0.000 claims description 37
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 33
- 229920005862 polyol Polymers 0.000 claims description 32
- 150000003077 polyols Chemical class 0.000 claims description 32
- -1 polyethylene Polymers 0.000 claims description 28
- 102000004190 Enzymes Human genes 0.000 claims description 22
- 108090000790 Enzymes Proteins 0.000 claims description 22
- 239000003431 cross linking reagent Substances 0.000 claims description 14
- 229920002635 polyurethane Polymers 0.000 claims description 13
- 239000004814 polyurethane Substances 0.000 claims description 13
- 239000004698 Polyethylene Substances 0.000 claims description 2
- 229920000573 polyethylene Polymers 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 25
- 229940088598 enzyme Drugs 0.000 description 20
- 239000000203 mixture Substances 0.000 description 18
- 239000006260 foam Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 16
- 238000005187 foaming Methods 0.000 description 15
- 238000000034 method Methods 0.000 description 15
- 239000005056 polyisocyanate Substances 0.000 description 13
- 229920001228 polyisocyanate Polymers 0.000 description 13
- 229920005830 Polyurethane Foam Polymers 0.000 description 12
- 239000011496 polyurethane foam Substances 0.000 description 12
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 11
- 239000007795 chemical reaction product Substances 0.000 description 11
- 238000005755 formation reaction Methods 0.000 description 10
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000002156 mixing Methods 0.000 description 9
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 125000005442 diisocyanate group Chemical group 0.000 description 6
- 239000012948 isocyanate Substances 0.000 description 6
- 150000002513 isocyanates Chemical class 0.000 description 6
- 239000000178 monomer Substances 0.000 description 6
- 239000007858 starting material Substances 0.000 description 6
- 238000006467 substitution reaction Methods 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000004202 carbamide Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
- 239000004365 Protease Substances 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 150000004000 hexols Chemical class 0.000 description 3
- 239000000543 intermediate Substances 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 150000004072 triols Chemical class 0.000 description 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 102100026189 Beta-galactosidase Human genes 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 108010059881 Lactase Proteins 0.000 description 2
- 229920001730 Moisture cure polyurethane Polymers 0.000 description 2
- 108010073038 Penicillin Amidase Proteins 0.000 description 2
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 229930006000 Sucrose Natural products 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 2
- 108010046334 Urease Proteins 0.000 description 2
- 108700040099 Xylose isomerases Proteins 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 108090000637 alpha-Amylases Proteins 0.000 description 2
- 108010005774 beta-Galactosidase Proteins 0.000 description 2
- 238000005842 biochemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 2
- 150000002009 diols Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 229940116108 lactase Drugs 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000008363 phosphate buffer Substances 0.000 description 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 239000005720 sucrose Substances 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- KVUYSIIZYQUVMT-UHFFFAOYSA-N 1,2-diisothiocyanatoethane Chemical compound S=C=NCCN=C=S KVUYSIIZYQUVMT-UHFFFAOYSA-N 0.000 description 1
- IKYNWXNXXHWHLL-UHFFFAOYSA-N 1,3-diisocyanatopropane Chemical compound O=C=NCCCN=C=O IKYNWXNXXHWHLL-UHFFFAOYSA-N 0.000 description 1
- DKJBREHOVWISMR-UHFFFAOYSA-N 1-chloro-2,3-diisocyanatobenzene Chemical compound ClC1=CC=CC(N=C=O)=C1N=C=O DKJBREHOVWISMR-UHFFFAOYSA-N 0.000 description 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 description 1
- QZWKEPYTBWZJJA-UHFFFAOYSA-N 3,3'-Dimethoxybenzidine-4,4'-diisocyanate Chemical compound C1=C(N=C=O)C(OC)=CC(C=2C=C(OC)C(N=C=O)=CC=2)=C1 QZWKEPYTBWZJJA-UHFFFAOYSA-N 0.000 description 1
- IBOFVQJTBBUKMU-UHFFFAOYSA-N 4,4'-methylene-bis-(2-chloroaniline) Chemical compound C1=C(Cl)C(N)=CC=C1CC1=CC=C(N)C(Cl)=C1 IBOFVQJTBBUKMU-UHFFFAOYSA-N 0.000 description 1
- NGHVIOIJCVXTGV-ALEPSDHESA-N 6-aminopenicillanic acid Chemical compound [O-]C(=O)[C@H]1C(C)(C)S[C@@H]2[C@H]([NH3+])C(=O)N21 NGHVIOIJCVXTGV-ALEPSDHESA-N 0.000 description 1
- NGHVIOIJCVXTGV-UHFFFAOYSA-N 6beta-amino-penicillanic acid Natural products OC(=O)C1C(C)(C)SC2C(N)C(=O)N21 NGHVIOIJCVXTGV-UHFFFAOYSA-N 0.000 description 1
- 108700023418 Amidases Proteins 0.000 description 1
- 108010024976 Asparaginase Proteins 0.000 description 1
- 102000015790 Asparaginase Human genes 0.000 description 1
- 108010004032 Bromelains Proteins 0.000 description 1
- 108010059892 Cellulase Proteins 0.000 description 1
- 108090000317 Chymotrypsin Proteins 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 108090000270 Ficain Proteins 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- 108010073178 Glucan 1,4-alpha-Glucosidase Proteins 0.000 description 1
- 108010015776 Glucose oxidase Proteins 0.000 description 1
- 239000004366 Glucose oxidase Substances 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- DJOWTWWHMWQATC-KYHIUUMWSA-N Karpoxanthin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1(O)C(C)(C)CC(O)CC1(C)O)C=CC=C(/C)C=CC2=C(C)CC(O)CC2(C)C DJOWTWWHMWQATC-KYHIUUMWSA-N 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 108010014251 Muramidase Proteins 0.000 description 1
- 102000016943 Muramidase Human genes 0.000 description 1
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 102000004316 Oxidoreductases Human genes 0.000 description 1
- 108090000854 Oxidoreductases Proteins 0.000 description 1
- 108090000526 Papain Proteins 0.000 description 1
- 102000003992 Peroxidases Human genes 0.000 description 1
- 229920002873 Polyethylenimine Polymers 0.000 description 1
- 108010059820 Polygalacturonase Proteins 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 241000396377 Tranes Species 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 108090000631 Trypsin Proteins 0.000 description 1
- 102000004142 Trypsin Human genes 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 102000004139 alpha-Amylases Human genes 0.000 description 1
- 229940024171 alpha-amylase Drugs 0.000 description 1
- 102000005922 amidase Human genes 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229960003272 asparaginase Drugs 0.000 description 1
- DCXYFEDJOCDNAF-UHFFFAOYSA-M asparaginate Chemical compound [O-]C(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-M 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 108010051210 beta-Fructofuranosidase Proteins 0.000 description 1
- 102000023732 binding proteins Human genes 0.000 description 1
- 108091008324 binding proteins Proteins 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 229920005605 branched copolymer Polymers 0.000 description 1
- 235000019835 bromelain Nutrition 0.000 description 1
- 150000007942 carboxylates Chemical group 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 229940106157 cellulase Drugs 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
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- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960002376 chymotrypsin Drugs 0.000 description 1
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- 239000013078 crystal Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
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- 108010093305 exopolygalacturonase Proteins 0.000 description 1
- POTUGHMKJGOKRI-UHFFFAOYSA-N ficin Chemical compound FI=CI=N POTUGHMKJGOKRI-UHFFFAOYSA-N 0.000 description 1
- 235000019836 ficin Nutrition 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000006261 foam material Substances 0.000 description 1
- 229940116332 glucose oxidase Drugs 0.000 description 1
- 235000019420 glucose oxidase Nutrition 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000001573 invertase Substances 0.000 description 1
- 235000011073 invertase Nutrition 0.000 description 1
- 150000002540 isothiocyanates Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 229920005684 linear copolymer Polymers 0.000 description 1
- 239000004325 lysozyme Substances 0.000 description 1
- 229960000274 lysozyme Drugs 0.000 description 1
- 235000010335 lysozyme Nutrition 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
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- 229940055729 papain Drugs 0.000 description 1
- 235000019834 papain Nutrition 0.000 description 1
- 229940056360 penicillin g Drugs 0.000 description 1
- 108040007629 peroxidase activity proteins Proteins 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 239000011527 polyurethane coating Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000004043 responsiveness Effects 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000012588 trypsin Substances 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06N—WALL, FLOOR, OR LIKE COVERING MATERIALS, e.g. LINOLEUM, OILCLOTH, ARTIFICIAL LEATHER, ROOFING FELT, CONSISTING OF A FIBROUS WEB COATED WITH A LAYER OF MACROMOLECULAR MATERIAL; FLEXIBLE SHEET MATERIAL NOT OTHERWISE PROVIDED FOR
- D06N3/00—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof
- D06N3/12—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins
- D06N3/14—Artificial leather, oilcloth or other material obtained by covering fibrous webs with macromolecular material, e.g. resins, rubber or derivatives thereof with macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. gelatine proteins with polyurethanes
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01C—PLANTING; SOWING; FERTILISING
- A01C1/00—Apparatus, or methods of use thereof, for testing or treating seed, roots, or the like, prior to sowing or planting
- A01C1/04—Arranging seed on carriers, e.g. on tapes, on cords ; Carrier compositions
- A01C1/044—Sheets, multiple sheets or mats
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01C—PLANTING; SOWING; FERTILISING
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- A—HUMAN NECESSITIES
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- C08J9/02—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by the reacting monomers or modifying agents during the preparation or modification of macromolecules
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- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
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- C12P19/20—Preparation of compounds containing saccharide radicals produced by the action of an exo-1,4 alpha-glucosidase, e.g. dextrose
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2310/00—Agricultural use or equipment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2375/00—Characterised by the use of polyureas or polyurethanes; Derivatives of such polymers
- C08J2375/04—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Genetics & Genomics (AREA)
- General Health & Medical Sciences (AREA)
- Microbiology (AREA)
- Polymers & Plastics (AREA)
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- Environmental Sciences (AREA)
- Medicinal Chemistry (AREA)
- Biochemistry (AREA)
- General Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Soil Sciences (AREA)
- Biomedical Technology (AREA)
- Mechanical Engineering (AREA)
- Textile Engineering (AREA)
- Hematology (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Polyurethanes Or Polyureas (AREA)
- Cultivation Of Plants (AREA)
- Manufacture Of Porous Articles, And Recovery And Treatment Of Waste Products (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US25001272A | 1972-05-03 | 1972-05-03 |
Publications (2)
Publication Number | Publication Date |
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DE2365854A1 DE2365854A1 (de) | 1976-07-29 |
DE2365854C2 true DE2365854C2 (de) | 1982-04-15 |
Family
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Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
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DE2365854A Expired DE2365854C2 (de) | 1972-05-03 | 1973-04-18 | Katalysator für biochemische Umsetzungen |
DE2319706A Granted DE2319706A1 (de) | 1972-05-03 | 1973-04-18 | Verschaeumbare massen fuer die herstellung von vernetzten schaumstoffen mit dreidimensionalem netzwerk und verschaeumungsverfahren |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
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DE2319706A Granted DE2319706A1 (de) | 1972-05-03 | 1973-04-18 | Verschaeumbare massen fuer die herstellung von vernetzten schaumstoffen mit dreidimensionalem netzwerk und verschaeumungsverfahren |
Country Status (7)
Country | Link |
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US (1) | US3928138A (enrdf_load_stackoverflow) |
JP (2) | JPS543519B2 (enrdf_load_stackoverflow) |
BR (1) | BR7302768D0 (enrdf_load_stackoverflow) |
CA (1) | CA1042600A (enrdf_load_stackoverflow) |
DE (2) | DE2365854C2 (enrdf_load_stackoverflow) |
FR (1) | FR2187836B1 (enrdf_load_stackoverflow) |
GB (1) | GB1429711A (enrdf_load_stackoverflow) |
Families Citing this family (71)
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US4137200A (en) * | 1973-10-09 | 1979-01-30 | W. R. Grace & Co. | Crosslinked hydrophilic foams and method |
JPS5417360B2 (enrdf_load_stackoverflow) * | 1974-08-15 | 1979-06-29 | ||
JPS5122799A (enrdf_load_stackoverflow) * | 1974-08-16 | 1976-02-23 | Toyo Rubber Chemical Ind Co | |
US4127515A (en) | 1974-10-21 | 1978-11-28 | Colgate-Palmolive Company | Waxing sponge |
JPS5332398B2 (enrdf_load_stackoverflow) * | 1974-11-07 | 1978-09-07 | ||
DE2456813A1 (de) * | 1974-11-30 | 1976-06-10 | Freudenberg Carl Fa | Hydrophiler schaumstoff auf polyurethanbasis |
GB1528612A (en) * | 1975-01-27 | 1978-10-18 | Ici Ltd | Polyurethane foams and foam composites |
DE2521265C2 (de) * | 1975-05-13 | 1981-10-15 | Bayer Ag, 5090 Leverkusen | Duftstoffe enthaltende Trägergele auf Basis von Polyurethan-Polyharnstoff-Gelen und Verfahren zu ihrer Herstellung |
DE2612138C2 (de) * | 1975-06-10 | 1986-09-11 | W.R. Grace & Co., New York, N.Y. | Verfahren zur Herstellung von gebundenes Protein enthaltendem Polyurethanschaum |
US4237229A (en) * | 1975-06-10 | 1980-12-02 | W. R. Grace & Co. | Immobilization of biological material with polyurethane polymers |
JPS5228597A (en) * | 1975-08-29 | 1977-03-03 | Toyo Rubber Chem Ind Co Ltd | Process for producing rigid urethane foams having extremely low densit y |
DE2538716C3 (de) * | 1975-08-30 | 1981-03-12 | Bayer Ag, 5090 Leverkusen | Verbandmaterial auf Gelbasis |
JPS5263997A (en) * | 1975-11-21 | 1977-05-26 | Toyo Rubber Chem Ind Co Ltd | Preparation of elastic foams |
US4066578A (en) * | 1976-01-14 | 1978-01-03 | W. R. Grace & Co. | Heavily loaded flame retardant urethane and method |
US4098645A (en) * | 1976-02-24 | 1978-07-04 | W. R. Grace & Co. | Immobilization of proteins with polyurethane polymers |
DE2714838A1 (de) * | 1976-04-06 | 1977-10-20 | Grace W R & Co | Polyurethanschaum und verfahren zu dessen herstellung |
US4129694A (en) * | 1976-04-07 | 1978-12-12 | W. R. Grace & Co. | Fabric softener urethane foam and method |
JPS5419040B1 (enrdf_load_stackoverflow) * | 1976-04-30 | 1979-07-12 | ||
GB1562244A (en) | 1976-11-11 | 1980-03-05 | Lock P M | Wound dressing materials |
US4094744A (en) * | 1976-11-18 | 1978-06-13 | W. R. Grace & Co. | Water-dispersible protein/polyurethane reaction product |
JPS5399384A (en) * | 1977-02-04 | 1978-08-30 | Toyo Tire & Rubber Co Ltd | Novel process for immobilization of enzyme |
US4250267A (en) * | 1977-11-10 | 1981-02-10 | W. R. Grace & Co. | Immobilized biological material |
US4201846A (en) | 1977-11-25 | 1980-05-06 | W. R. Grace & Co. | Dimensionally stable polyurethane foam |
JPS623855Y2 (enrdf_load_stackoverflow) * | 1978-04-21 | 1987-01-28 | ||
DE2965564D1 (en) * | 1978-05-30 | 1983-07-07 | Ici Plc | Process for the manufacture of polyurea foams |
US4226935A (en) * | 1978-08-07 | 1980-10-07 | W. R. Grace & Co. | Enzymatic diagnostic composition |
US4371611A (en) * | 1978-08-07 | 1983-02-01 | W. R. Grace & Co. | Enzymatic diagnostic composition |
JPS5541609A (en) * | 1978-09-14 | 1980-03-24 | Mtp Kasei Kk | Method of fabricating conductive urethane foam |
US4156604A (en) | 1978-09-15 | 1979-05-29 | Minnesota Mining And Manufacturing Company | Controlled delivery of corrosion inhibitors for silver recovery cartridges |
US4230822A (en) | 1978-10-10 | 1980-10-28 | W. R. Grace & Co. | Flame-retardant polyurethane foams |
US4237182A (en) * | 1978-11-02 | 1980-12-02 | W. R. Grace & Co. | Method of sealing interior mine surface with a fire retardant hydrophilic polyurethane foam and resulting product |
DE2920525A1 (de) | 1979-05-21 | 1980-12-04 | Bayer Ag | Verfahren zur herstellung von polyadditionsprodukten aus isocyanaten und denaturierten biomassen sowie deren verwendung als reaktiver fuellstoff und als pflanzennaehrstoffe und verfahren zur herstellung von platten oder formteilen unter verwendung der polyadditionsprodukte |
DE2929872C2 (de) * | 1979-07-24 | 1985-10-31 | Joachim Prof. Dr. Klein | Verfahren zur Herstellung von hydrophilen, gelförmig oder geschäumten Biokatalysatoren mit hoher Beladung an enzymatisch aktiver Substanz |
US4365025A (en) * | 1981-12-08 | 1982-12-21 | W. R. Grace & Co. | Flexible polyurethane foams from polymethylene polyphenyl isocyanate containing prepolymers |
US4560653A (en) * | 1983-06-06 | 1985-12-24 | W. R. Grace & Co. | Process for preparing L-aspartic acid |
GB8323275D0 (en) * | 1983-08-31 | 1983-10-05 | Hillier Nurseries Winchester L | Compost ingredient |
JPS6053206U (ja) * | 1983-09-19 | 1985-04-15 | 株式会社パンジー | 含水性ポリウレタン化粧用パフ |
GB8418622D0 (en) * | 1984-07-20 | 1984-08-22 | Caligen Foam Ltd | Horticultural nutrient product |
GB8606988D0 (en) * | 1986-03-20 | 1986-04-23 | Smith & Nephew Ass | Foams |
JP2855335B2 (ja) * | 1989-03-02 | 1999-02-10 | 株式会社ブリヂストン | 導電性ポリウレタンフォームの製造方法 |
JPH0377866U (enrdf_load_stackoverflow) * | 1989-11-30 | 1991-08-06 | ||
AU636191B2 (en) * | 1990-02-01 | 1993-04-22 | Huntsman Ici Chemicals Llc | Manufacturing of polymeric foams from polyisocyanate compositions |
DK0480588T3 (da) * | 1990-10-12 | 1999-03-08 | Huntsman Ici Chem Llc | Kontinuerlig fremgangsmåde til fremstilling af isocyanatholdige præpolymerer og deraf fremstillede polyurethanskum |
GB9022194D0 (en) * | 1990-10-12 | 1990-11-28 | Ici Plc | Method for preparing polyurea-polyurethane flexible foams |
GB9301428D0 (en) * | 1993-01-25 | 1993-03-17 | Ici Plc | Polyurethane foams |
US6070358A (en) * | 1997-02-12 | 2000-06-06 | Meikle; Robert Andrew Ross | Seed germination system |
DE19830848A1 (de) * | 1998-07-10 | 2000-01-13 | Daimler Chrysler Ag | Verfahren und Mittel zur Behandlung der Oberflächen von Gebrauchsgegenständen |
EP1175509B1 (en) * | 1999-04-26 | 2006-09-20 | U.S. Army Medical Research and Materiel Command | Immobilized enzymes as biosensors for chemical toxins |
US6759220B1 (en) * | 1999-11-17 | 2004-07-06 | Agentase, Llc | Enzyme-containing polyurethanes |
US6572791B2 (en) | 1999-12-10 | 2003-06-03 | Bridgestone Corporation | Electroconductive elastic member, elastic member and image formation equipment |
US6548727B1 (en) | 2000-02-17 | 2003-04-15 | 3M Innovative Properties Company | Foam/film composite medical articles |
US6977323B1 (en) | 2000-02-17 | 2005-12-20 | 3M Innovative Properties Company | Foam-on-film medical articles |
US7068619B2 (en) * | 2000-08-07 | 2006-06-27 | Lucent Technologies Inc. | Radio link control with limited retransmissions for streaming services |
US7335400B2 (en) * | 2001-07-24 | 2008-02-26 | University Of Pittsburgh | Irreversible immobilization of enzymes into polyurethane coatings |
BRPI0707382A2 (pt) * | 2006-01-31 | 2011-05-03 | Tyco Healthcare | espumas supermacias |
DE102006039901A1 (de) * | 2006-08-25 | 2008-02-28 | Renate Marquardt | Neuartige hoch wasserhaltige Polyurethane, Verfahren zur ihrer Herstellung und Anwendung |
DE602007011564D1 (de) | 2007-03-01 | 2011-02-10 | Moelnlycke Health Care Ab | Silberhaltige Schaumstruktur |
DE102007016791A1 (de) * | 2007-04-05 | 2008-10-09 | Heraeus Kulzer Gmbh | Schaumbildende, sich verfestigende Zusammensetzungen zur Abformung von Oberflächen und dafür geeignete Abformlöffel |
ES2395877T3 (es) * | 2007-06-19 | 2013-02-15 | Rynel, Inc. | Materiales que comprenden partículas poliméricas solubles en agua y métodos para prepararlos y usarlos |
EP2072063A1 (en) | 2007-12-22 | 2009-06-24 | Bayer Innovation GmbH | Infection-resistant cellular hydrophilic prepolymer based polyurethane foams, methods for producing the same and use thereof in antiseptic wound dressings |
EP2100906A1 (en) | 2008-03-12 | 2009-09-16 | Recticel N.V. | Flexible, hydrophilic polyurethane foam |
NL2001664C2 (nl) | 2008-06-10 | 2009-12-11 | Recticel Holding Noord B V | Werkwijze voor het vervaardigen van een plantensubstraat en plantensubstraat. |
JP5284057B2 (ja) * | 2008-11-21 | 2013-09-11 | 株式会社イノアックコーポレーション | 水処理用微生物担体の製造方法 |
JP5461038B2 (ja) * | 2009-03-19 | 2014-04-02 | 三洋化成工業株式会社 | 徐溶化剤 |
FR2958525B1 (fr) | 2010-04-09 | 2012-10-12 | Eurvest | Eponge |
FR2983394B3 (fr) | 2011-12-06 | 2014-04-11 | Eurvest | Eponge comprenant une couche de tissu eponge vegetal |
JP6058908B2 (ja) * | 2012-04-11 | 2017-01-11 | 株式会社大和 | フロアマット |
EP2700396A3 (en) | 2012-06-20 | 2015-04-29 | Sylphar Nv | Strip for the delivery of oral care compositions |
WO2015151003A1 (en) | 2014-04-01 | 2015-10-08 | Fintex & Partners Italia S.P.A. | Absorbent article comprising absorbent polymer foam |
US10975190B2 (en) * | 2016-07-21 | 2021-04-13 | Bionanofoam Llc | Bio-based and hydrophilic polyurethane prepolymer and foam made therefrom |
CN109906842B (zh) * | 2018-12-13 | 2022-03-11 | 于凯波 | 超敏蛋白复合酶制剂在防治黄龙病中的应用 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2948691A (en) * | 1951-05-10 | 1960-08-09 | Mobay Chemical Corp | High molecular weight polyether urethane polymers |
US2726219A (en) * | 1951-07-19 | 1955-12-06 | Du Pont | Polyalkylene ether glycol-arylene diisocyanate elastomer sponge and process for preparing same |
DE1815332U (de) | 1958-12-18 | 1960-07-21 | C A Greiner & Soehne K G | Vorrichtung zum verschliessen von flaschen mittels kapseln aus metall oder thermoplastischem kunststoff. |
CH484219A (fr) * | 1966-12-01 | 1970-01-15 | Elekal | Procédé de fabrication d'une mousse de polyuréthane souple et hydrophile |
US3574062A (en) * | 1967-04-20 | 1971-04-06 | Beckman Instruments Inc | Method of immobilizing enzymes and product |
SE343210B (enrdf_load_stackoverflow) * | 1967-12-20 | 1972-03-06 | Pharmacia Ab | |
US3705084A (en) * | 1970-03-18 | 1972-12-05 | Monsanto Co | Macroporous enzyme reactor |
US3672955A (en) * | 1970-05-20 | 1972-06-27 | Us Agriculture | Preparation of an insoluble active enzyme |
US3791927A (en) * | 1971-07-14 | 1974-02-12 | American Cyanamid Co | Entrapped carrier bound enzymes |
JPS5224063B2 (enrdf_load_stackoverflow) * | 1971-08-04 | 1977-06-29 | ||
DE2139036A1 (de) * | 1971-08-04 | 1973-02-15 | Papst Motoren Kg | Luefter, insbesondere tischluefter |
DE2213193C3 (de) * | 1972-03-17 | 1980-05-29 | Linde Ag, 6200 Wiesbaden | Vorrichtung zum Messen der Abströmgeschwindigkeit einer aus einem Speichertank kontinuierlich abgezogenen Flüssigkeit |
-
1973
- 1973-03-16 CA CA166,599A patent/CA1042600A/en not_active Expired
- 1973-03-20 GB GB1344773A patent/GB1429711A/en not_active Expired
- 1973-04-17 BR BR732768A patent/BR7302768D0/pt unknown
- 1973-04-18 DE DE2365854A patent/DE2365854C2/de not_active Expired
- 1973-04-18 FR FR7314190A patent/FR2187836B1/fr not_active Expired
- 1973-04-18 DE DE2319706A patent/DE2319706A1/de active Granted
- 1973-05-02 JP JP4861173A patent/JPS543519B2/ja not_active Expired
- 1973-05-21 US US362488A patent/US3928138A/en not_active Expired - Lifetime
-
1982
- 1982-07-05 JP JP57116680A patent/JPS58108219A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
DE2365854A1 (de) | 1976-07-29 |
US3928138A (en) | 1975-12-23 |
FR2187836A1 (enrdf_load_stackoverflow) | 1974-01-18 |
DE2319706A1 (de) | 1973-11-15 |
JPS58108219A (ja) | 1983-06-28 |
DE2319706C2 (enrdf_load_stackoverflow) | 1987-12-17 |
JPS4969794A (enrdf_load_stackoverflow) | 1974-07-05 |
CA1042600A (en) | 1978-11-14 |
FR2187836B1 (enrdf_load_stackoverflow) | 1977-09-02 |
JPS616084B2 (enrdf_load_stackoverflow) | 1986-02-24 |
GB1429711A (en) | 1976-03-24 |
BR7302768D0 (pt) | 1974-07-18 |
JPS543519B2 (enrdf_load_stackoverflow) | 1979-02-23 |
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